Methyl iodide → HCID 11694964, compound

A solution of hexyl-carbamic acid-1, 2, 3, 4-tetrahydro-quinolin-6-yl ester (0.276 g., 1 mmol) in dry tetrahydrofuran (5 ml) was added to a stirred suspension of sodium hydride (0.024 g., 1 mmol) in dry tetrahydrofuran (5 ml) at −10° C. during 5 min. The reaction mixture was stirred for 20 min. Then methyl iodide (0.224 ml, 3.6 mmol) was added to the stirring reaction mixture. Stirring was continued for additional 1.25 hours during which the temperature was allowed to rise to room temperature (34° C.). The reaction mixture was quenched with water (0.2 ml), concentrated under vaccum, diluted with water (5 ml), extracted with chloroform (2×5 ml) and dried over sodium sulphate. The combined fractions of chloroform were concentrated under vaccum. The residue was chromatographed on silica gel using chloroform: hexane (30:70) as eluant to give 2m; yield: 0.15 g. (51.7%).

1. stirringStirring
2. waitwas continued for additional 1.25 hours during which
3. customto rise to room temperature
4. custom(34° C.)
5. customThe reaction mixture was quenched with water (0.2 ml)
6. concentrationconcentrated under vaccum
7. additiondiluted with water (5 ml)
8. extractionextracted with chloroform (2×5 ml)
9. dry with materialdried over sodium sulphate
10. concentrationThe combined fractions of chloroform were concentrated under vaccum
11. customThe residue was chromatographed on silica gel

ORD record

ord-79ac3c24a9274007bae0ac7f333ce5e4

Source dataset

uspto-grants-2010_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07655801B2